3-((2-chlorophenyl)ethynyl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine

Base Information

Chemical Name:3-((2-chlorophenyl)ethynyl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine
CAS No.:1367873-51-5
Molecular Formula:C₁₉H₁₆ClN₃O₂
Molecular Weight:353.808
Hs Code.:

Synonyms:3-((2-chlorophenyl)ethynyl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine

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Chemical Property of 3-((2-chlorophenyl)ethynyl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine

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Technology Process of 3-((2-chlorophenyl)ethynyl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine

There total 7 articles about 3-((2-chlorophenyl)ethynyl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 20.0%

: 1367875-43-1
3-((2-chlorophenyl)ethynyl)-4-(tetrahydro-2H-pyran-4-yloxy)-1-trityl-1H-pyrazolo[4,3-c]pyridine

: 1367873-51-5
3-((2-chlorophenyl)ethynyl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.25h;

Reference yield:

: 134031-24-6
2,4-dichloro-3-pyridine Carboxaldehyde

: 1367873-51-5
3-((2-chlorophenyl)ethynyl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrazine hydrate / 1,2-dimethoxyethane / 20 - 75 °C

2.1: iodine; potassium hydroxide / 1,4-dioxane / 4 h / 75 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

3.2: 19 h / 20 °C

4.1: sodium hydride / 1,4-dioxane; mineral oil / 3 h / 20 °C

4.2: 2 h / 190 °C / Microwave irradiation

5.1: tetrabutylammonium acetate / palladium diacetate / N,N-dimethyl-formamide / 48 h / Inert atmosphere

6.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0.25 h / 20 °C

With triethylsilane; iodine; tetrabutylammonium acetate; sodium hydride; hydrazine hydrate; trifluoroacetic acid; potassium hydroxide; palladium diacetate; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 26452-80-2
2,4-dichloropyridine

: 1367873-51-5
3-((2-chlorophenyl)ethynyl)-4-(tetrahydro-2H-pyran-4-yloxy)-1H-pyrazolo[4,3-c]pyridine

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3.5 h / -78 - 0 °C

1.2: 1.5 h / -78 °C

2.1: hydrazine hydrate / 1,2-dimethoxyethane / 20 - 75 °C

3.1: iodine; potassium hydroxide / 1,4-dioxane / 4 h / 75 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

4.2: 19 h / 20 °C

5.1: sodium hydride / 1,4-dioxane; mineral oil / 3 h / 20 °C

5.2: 2 h / 190 °C / Microwave irradiation

6.1: tetrabutylammonium acetate / palladium diacetate / N,N-dimethyl-formamide / 48 h / Inert atmosphere

7.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0.25 h / 20 °C

With triethylsilane; n-butyllithium; iodine; tetrabutylammonium acetate; sodium hydride; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; mineral oil;